A novel three-component reaction involving quinoline, dimethyl acetylenedicarboxylate, and C-H acids leading to the synthesis of pyrroloquinoline derivatives

Synthesis

Volumn , Issue 7, 2008, Pages 1065-1068

  Nair, Vijay ^a   Devipriya, Satheesh ^a   Suresh, Eringathodi ^b  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b CSIR CENTRAL SALT AND MARINE CHEMICALS RESEARCH INSTITUTE   (India)

Author keywords

Michael addition; Pyrroloquinoline; Quinoline; Zwitterion

Indexed keywords

MICHAEL ADDITION; PYRROLOQUINOLINE; QUINOLINES; ZWITTERIONS;

ACIDITY; ADDITION REACTIONS; DERIVATIVES; PYRENE; REACTION RATES; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

ACETYLENEDICARBOXYLIC ACID DIMETHYL ESTER; CARBON; HYDROGEN; PYRROLOQUINOLINE DERIVATIVE; QUINOLINE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CYCLIZATION; MICHAEL ADDITION; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

EID: 42049115605     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1032128     Document Type: Article

References (13)

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12. While this work was under completion, we came across an isolated report in a paper mentioning the reaction of quinoline and DMAD with ethyl bromopyruvate leading to the synthesis of a pyrroloquinoline derivative: Yawari, I.; Hossaini, Z.; Sabbaghan, M. Tetrahedron Lett. 2006, 47, 6037.
13. Single crystal X-ray data for 4 has been deposited at the Cambridge Crystallographic Data Centre and allocated the deposition number CCDC 627201.